Diamond Head Oahu

Oahu Vacation Packages

 
Oahu, "The Gathering Place", is home to Honolulu, Hawaii's largest city. Iconic Waikiki dazzles with its classic beaches, exciting nightlife and world-class cusine. Our selection of Waikiki hotels and resorts offer great locations near entertainment and iconic beaches. On the northen side of the island, the surfer's paradise of North Shore, home of the Banzi pipeline and scenic rainforests offers a laid back island style visitors are sure to enjoy. To the West, Pearl Harbor is steeped in history with its WWII memorials and massive ships. Throughout the island a fusion of asian, polynesian and western culture gives Oahu a flavor all its own.
 

The BEST Offers
Reduced rates, FREE nights, kids stay FREE offers and more

  • Book by 8/25/19
All Deals Include: Round-trip flights, hotel accommodations, taxes and more
  • Waikiki, Oahu Our 2-Star classification designates those properties offering comfortable accommodations with standard amenities. Guests can expect dependable services in a clean and comfortable environment.

    Situated in the heart of one of the world’s most popular vacation destinations, this hotel is close to shopping, restaurants, and nightlife.

    • Hotel Room
    • Reduced rates

    3 nights with flight from $461+

    Oakland, California (OAK) departures, valid for travel 10/28/19 - 10/31/19

  • Waikiki, Oahu Our 3-Star classification designates those properties where guests experience an ideal mix of comfortable accommodations and modern amenities. Most of these hotels feature a variety of services, and offer distinguished style and comfort.

    Discover the exceptional value of every stay at OHANA Waikiki East by Outrigger, set in the midst of the city's dynamic cultural scene, just five minutes from the beach and within walking distance of virtually every conceivable type of activity.

    • Corner Queen

    3 nights with flight from $475+

    Oakland, California (OAK) departures, valid for travel 10/28/19 - 10/31/19

  • Waikiki, Oahu Our 3-Star classification designates those properties where guests experience an ideal mix of comfortable accommodations and modern amenities. Most of these hotels feature a variety of services, and offer distinguished style and comfort.

    Experience comfort and relaxation in the heart of Waikiki at this hotel while enjoying an exceptional vacation value.

    • Princess Tower City Side

    3 nights with flight from $478+

    Oakland, California (OAK) departures, valid for travel 10/28/19 - 10/31/19

  • Waikiki, Oahu Our 3.5-Star classification designates those properties where guests experience an ideal mix of comfortable accommodations and modern amenities. Most of these hotels feature a variety of services, and offer distinguished style and comfort. Half star indicates that the hotel/resort meets all criteria of the designated rating and exceeds in certain areas.

    This intimate boutique hotel is set at the gateway to Waikiki, just a short walk from the beach, and offers suites and tastefully appointed rooms.

    • City Mountain View

    3 nights with flight from $570+

    Oakland, California (OAK) departures, valid for travel 10/28/19 - 10/31/19

  • Waikiki, Oahu Our 4-Star classification designates those properties with well-appointed, deluxe accommodations, extensive amenities and comprehensive guest services. Expect attention to detail and a warm and hospitable staff ready to cater to your needs. These superb properties offer a truly refined getaway.

    From its urban-Hawaiian beach theme to its vibrant tropical colors and unique decor, this hotel across from Waikiki Beach is fun and full of life.

    • Ocean View King

    3 nights with flight from $585+

    Oakland, California (OAK) departures, valid for travel 10/28/19 - 10/31/19

  • Waikiki, Oahu Our 4.5-Star classification designates those properties with well-appointed, deluxe accommodations, extensive amenities and comprehensive guest services. Expect attention to detail and a warm and hospitable staff ready to cater to your needs. These superb properties offer a truly refined getaway. Half star indicates that the hotel/resort meets all criteria of the designated rating and exceeds in certain areas.

    Located on the best stretch of Waikiki beach, this trendy, sophisticated resort ushers in a new level of style to the Waikiki scene.

    • Standard

    3 nights with flight from $634+

    Oakland, California (OAK) departures, valid for travel 10/28/19 - 10/31/19

  • Waikiki, Oahu Our 4-Star classification designates those properties with well-appointed, deluxe accommodations, extensive amenities and comprehensive guest services. Expect attention to detail and a warm and hospitable staff ready to cater to your needs. These superb properties offer a truly refined getaway.

    This iconic hotel affords breathtaking views of Waikiki Beach and Diamond Head, and offers a great vacation value.

    • Standard Ocean View
    • $20 Food and Beverage credit per room
    • Waived Hospitality Fee
    • Reduced rates

    3 nights with flight from $636+

    Oakland, California (OAK) departures, valid for travel 10/28/19 - 10/31/19

  • Waikiki, Oahu Our 4.5-Star classification designates those properties with well-appointed, deluxe accommodations, extensive amenities and comprehensive guest services. Expect attention to detail and a warm and hospitable staff ready to cater to your needs. These superb properties offer a truly refined getaway. Half star indicates that the hotel/resort meets all criteria of the designated rating and exceeds in certain areas.

    This stunning urban resort is a private oasis, combining great design with personal service.

    • City View Double
    • Daily breakfast for two
    • Reduced Rates

    3 nights with flight from $657+

    Oakland, California (OAK) departures, valid for travel 10/28/19 - 10/31/19

  • Waikiki, Oahu Our 4.5-Star classification designates those properties with well-appointed, deluxe accommodations, extensive amenities and comprehensive guest services. Expect attention to detail and a warm and hospitable staff ready to cater to your needs. These superb properties offer a truly refined getaway. Half star indicates that the hotel/resort meets all criteria of the designated rating and exceeds in certain areas.

    This legendary resort, "The First Lady of Waikiki," combines turn-of the-century Victorian elegance with modern Westin amenities and luxuries.

    • Historic Banyan
    • 15% spa discount
    • Daily Beach Club access for up to two people per room

    3 nights with flight from $683+

    Oakland, California (OAK) departures, valid for travel 10/28/19 - 10/31/19

  • Waikiki, Oahu Our 5-Star classification designates those select properties that provide exquisite service and amenities. The discriminating traveler will find the accommodations, ambiance, dining, and staff assistance of the highest caliber. These properties offer the utmost in luxury and will provide an outstanding experience.

    This legendary hotel, known as the Pink Palace of the Pacific, offers a redefined luxury experience.

    • Historic
    • 15% spa discount
    • Daily breakfast for two

    3 nights with flight from $765+

    Oakland, California (OAK) departures, valid for travel 10/28/19 - 10/31/19

  • Waikiki, Oahu Our 4.5-Star classification designates those properties with well-appointed, deluxe accommodations, extensive amenities and comprehensive guest services. Expect attention to detail and a warm and hospitable staff ready to cater to your needs. These superb properties offer a truly refined getaway. Half star indicates that the hotel/resort meets all criteria of the designated rating and exceeds in certain areas.

    This all-suite resort, just a short walk from Waikiki Beach, offers spacious and comfortable accommodations.

    • Standard One Bedroom Suite King
    • Complimentary full breakfast daily and nightly two hour cocktail reception

    3 nights with flight from $774+

    Oakland, California (OAK) departures, valid for travel 10/28/19 - 10/31/19

  • Waikiki, Oahu Our 5-Star classification designates those select properties that provide exquisite service and amenities. The discriminating traveler will find the accommodations, ambiance, dining, and staff assistance of the highest caliber. These properties offer the utmost in luxury and will provide an outstanding experience.

    This ultra-luxury all-suite resort is just steps from Waikiki Beach, vibrant entertainment and exclusive shopping.

    • Superior Studio City View

    3 nights with flight from $862+

    Oakland, California (OAK) departures, valid for travel 10/28/19 - 10/31/19

Hawaii - The BEST Offers: Valid on new bookings made 7/8 - 8/25/19. Offers vary by hotel and may be category-specific, require advance booking, be restricted to specific days of the week and/or require a minimum night stay. Booking and travel dates vary by hotel. Blackout dates may apply.
Rates quoted are per person, based on double occupancy unless otherwise stated. Rates for other travel dates may vary. Rates, terms, conditions and itinerary are subject to availability. Certain restrictions apply. Rates shown include government-imposed fees and taxes. Airline fees for optional services, including, but not limited to, baggage fees, may apply. Airline tickets are non-refundable and subject to airline change/cancellation penalties and rules, including pre-flight notification deadlines. Fees and policies vary among airlines and are subject to change without notice. Please contact the airline directly for details and answers to specific questions you may have. Additional restrictions apply. Advertised rates do not include any applicable daily resort or facility fees payable directly to the hotel operator at check-out; such fee amounts will be advised at the time of booking. Where applicable, kids stay free in same room as adults using existing bedding. Occupancy limits apply. Where applicable, kids eat free with full paying adult. Not responsible for errors or omissions. [Pleasant Holidays acts only as an agent for the various travel providers shown above.]